US2009321694A1PendingUtilityA1

Optical 3D memory comprising multilayer particles that comprise a photoactive monomer bearing a photoisomerizable group

Assignee: ARKEMA FRANCEPriority: Nov 28, 2006Filed: Nov 26, 2007Published: Dec 31, 2009
Est. expiryNov 28, 2026(~0.3 yrs left)· nominal 20-yr term from priority
G11B 7/245B82Y 20/00B82Y 30/00C08F 265/04G11B 7/244C08J 3/12C08L 33/14
45
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Claims

Abstract

The invention relates to a core-shell-type multilayer particle comprising at least one layer B that comprises at least one photoactive monomer bearing a photoisomerizable chromophore and a rigid shell A. The photoactive monomer has the following formula (I): (I) in which: X denotes H or CH 3 —; G denotes ═O—C(═O)—, —C(═O)—O—, a substituted or unsubstituted phenyl group, or else —NR—C(═O)—, NR being bonded to L and R being H or a C 1 -C 10 alkyl group; L denotes a spacer group; CR denotes a photoisomerizable chromophore. It is possible to use the multilayer particle of the invention to achieve optical storage of 2D data.

Claims

exact text as granted — not AI-modified
1 - 33 . (canceled) 
     
     
         34 . A multilayer particle comprising at least one layer B comprising at least one photoactive monomer comprising a photoisomerizable chromophore and a rigid shell A, the photoactive monomer having the formula (I): 
       
         
           
           
               
               
           
         
       
       wherein:
 X denotes H or CH 3 —; 
 G denotes —O—C(═O)—, —C(═O)—O—, a substituted or unsubstituted phenyl group, or —NR—C(═O)—, wherein NR is linked to L and R is H or a linear or branched C 1 -C 10  alkyl group; 
 L denotes a spacer group; and 
 CR denotes a photoisomerizable chromophore. 
 
     
     
         35 . The multilayer particle of  claim 34 , wherein the layer B comprises the core of the particle and is placed against a rigid outer shell A. 
     
     
         36 . The multilayer particle of  claim 34 , comprising, in addition to the layer B and the rigid shell A, one or more additional layer(s). 
     
     
         37 . The multilayer particle of  claim 34 , comprising an inner layer B, an intermediate layer, and a rigid outer layer,
 wherein said layers are arranged one against the other.   
     
     
         38 . The multilayer particle of  claim 34 , wherein at least one of layer B or rigid shell A is crosslinked. 
     
     
         39 . The multilayer particle of  claim 37 , wherein at least one of layer B, the intermediate layer, or rigid shell A is crosslinked. 
     
     
         40 . The multilayer particle of  claim 34 , wherein the rigid shell A comprises a polymer having a T g >0° C. 
     
     
         41 . The multilayer particle of  claim 40 , wherein the rigid shell A comprises a polymer having a T g >60° C. 
     
     
         42 . The multilayer particle of  claim 40 , wherein the rigid shell A comprises a polymer having a T g >80° C. 
     
     
         43 . The multilayer particle of  claim 34 , wherein the rigid shell A comprises styrene and/or MMA as the main monomer(s). 
     
     
         44 . The multilayer particle of  claim 43 , wherein the rigid shell A comprises from 80 to 100% of styrene and/or MMA. 
     
     
         45 . The multilayer particle of  claim 34 , wherein the layer B/shell A mass ratio ranges from 90/10 to 10/90. 
     
     
         46 . The multilayer particle of  claim 34 , wherein the spacer group L is chosen so that G and CR are linked together by a chain of two or more atoms that are bonded together by covalent bonds. 
     
     
         47 . The multilayer particle of  claim 34 , wherein L comprises (CR 1 R 2 ) m , O(CR 1 R 2 ) m , or (OCR 1 R 2 ) m ,
 wherein m is an integer greater than or equal to 2, and R 1  and R 2  independently denote H, halogen, or linear or branched alkyl or aryl groups.   
     
     
         48 . The multilayer particle of  claim 46 , wherein m is an integer ranging from 2 to 10. 
     
     
         49 . The multilayer particle of  claim 34 , wherein the chromophore CR is of diarylalkylene type. 
     
     
         50 . The multilayer particle of  claim 34 , wherein the chromophore CR has an overlap of <35% when spectra are recorded on a 0.01 M chromophore solution in a 1 cm optical path length cuvette. 
     
     
         51 . The multilayer particle of  claim 34 , wherein the Stokes shift of the chromophore CR is greater than 100 nm. 
     
     
         52 . The multilayer particle of  claim 34 , wherein the photoactive monomer has the formula (II): 
       
         
           
           
               
               
           
         
       
       wherein:
 Ar 1  and Ar 2  denote aryl groups that are optionally substituted; and 
 W 1  and W 2  comprise the groups —CN, —COOH, —COOR′, —OH, —SO 2 R′, or —NO 2 , 
 wherein R′ is a C 1 -C 10  aryl or linear or branched alkyl group. 
 
     
     
         53 . The multilayer particle of  claim 52 , wherein Ar 1  and Ar 2  independently comprise phenyl, anthracene, or phenanthrene groups. 
     
     
         54 . The multilayer particle of  claim 51 , wherein the photoactive monomer has the formula (III) or (IV): 
       
         
           
           
               
               
           
         
       
       wherein:
 Ar 1  and Ar 2  denote aryl groups that are optionally substituted; and 
 W 1  and W 2  comprise the groups —CN, —COOH, —COOR′, —OH, —SO 2 R′, or —NO 2 , 
 wherein R′ is a C 1 -C 10  aryl or linear or branched alkyl group. 
 
     
     
         55 . The multilayer particle of  claim 34 , wherein the chromophore comprises: 
       
         
           
           
               
               
           
         
       
       wherein:
 W 1  and W 2  comprise the groups —CN, —COOH, —COOR′, —OH, —SO 2 R′ and —NO 2 , wherein R′ is a C 1 -C 10  aryl or linear or branched alkyl group, and each of the two phenyl rings are optionally substituted. 
 
     
     
         56 . The multilayer particle of  claim 53 , wherein Ar 1  is a phenyl group and Ar 2  is a phenyl or biphenyl group, wherein each of the phenyl and/or biphenyl groups are optionally substituted. 
     
     
         57 . The multilayer particle of  claim 56 , wherein W 1  and W 2  denote CN, Ar 2  is a phenyl group, and Ar 1  is a phenyl or biphenyl group substituted in the para position by R 5 O—, wherein R 5  denotes a substituted or unsubstituted, linear or branched alkyl or aryl group. 
     
     
         58 . The multilayer particle of  claim 45 , wherein the photoactive monomer is eAA or eMMA of formulae: 
       
         
           
           
               
               
           
         
       
     
     
         59 . The multilayer particle of  claim 34 , wherein the layer B comprises a monomer that can be copolymerized with a photoactive monomer having a T g <0° C. 
     
     
         60 . The multilayer particle of  claim 34 , wherein the layer B comprises a monomer having a cooperative effect of formula (IX): 
       
         
           
           
               
               
           
         
       
       wherein:
 X denotes H or CH 3 —; 
 G denotes —O—C(═O)—, —C(═O)—O—, a substituted or unsubstituted phenyl group, or —NR—C(═O)—, wherein NR is linked to L and R is H or a linear or branched C 1 -C 10  alkyl group; 
 L denotes a spacer group; and 
 Ar 3  denotes an aromatic group substituted by at least one substituent having an inductive effect (—I). 
 
     
     
         61 . The multilayer particle of  claim 60 , wherein the substituent having an inductive effect (—I) comprises:
 (i) a halogen or   (ii) —COOY, —CONYY′, —OY, —SY, or —C(═O)Y,
 wherein Y and Y′ denote an H or a linear or branched C 1 -C 10  alkyl group. 
   
     
     
         62 . The multilayer particle of  claim 61 , wherein said halogen is chlorine. 
     
     
         63 . The multilayer particle of  claim 60 , wherein Ar 3  is a phenyl group. 
     
     
         64 . The multilayer particle of  claim 60 , wherein the monomer having a cooperative effect comprises: 
       
         
           
           
               
               
           
         
       
     
     
         65 . A blend comprising the multilayer particle of  claim 34  and a thermoplastic or thermosetting polymer. 
     
     
         66 . The blend of  claim 65  wherein said thermoplastic is an elastomer. 
     
     
         67 . The blend of  claim 65  comprising from 50 to 100 wt % of the multilayer particle per 0 to 50 wt % of the thermoplastic or thermosetting polymer. 
     
     
         68 . The blend of  claim 65  comprising from 75 to 100 wt % of the multilayer particle per 0 to 25 wt % of the thermoplastic or thermosetting polymer. 
     
     
         69 . The blend of  claim 65  comprising from 90 to 100 wt % of the multilayer particle per 5 to 10 wt % of the thermoplastic or thermosetting polymer. 
     
     
         70 . The blend of  claim 65 , wherein the thermoplastic polymer is a homo- or copolymer of methyl methacrylate or a polycarbonate. 
     
     
         71 . A 3D optical memory device comprising the multilayer particle of  claim 34 . 
     
     
         72 . A 3D optical memory device comprising the blend of  claim 65 . 
     
     
         73 . The 3D optical memory device of  claim 71 , wherein said 3D optical memory device is in the form of a square or rectangular plate, a cube, or a disk. 
     
     
         74 . A method comprising the step of storing optical data on an optical data storage unit comprising the multilayer particle of  claim 34 . 
     
     
         75 . A method comprising the step of storing optical data on an optical data storage unit comprising the blend of  claim 65 .

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